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Acetic Acid → N-(3,5-bistrifluoromethylbenzyl)-N-ethylamine

HRID 604094
ノート
印刷プレビュー

反応式

HRID 604094 の反応式
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH:6]=O.[CH2:17]([NH2:19])[CH3:18].C(O)(=O)C.C(=O)(O)[O-].[Na+]>ClCCCl>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH2:6][NH:19][CH2:17][CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 6341EthylamineHCID 1362473,5-Bis(trifluoromethyl)benzaldehydeHCID 516892Sodium Bicarbonate

生成物 1

HCID 59735055N-(3,5-bistrifluoromethylbenzyl)-N-ethylamine

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

3,5-Bis-trifluoromethylbenzaldehyde (3.00 g) is dissolved in 1,2-dichloroethane (50 ml), and thereto are added 70% aqueous ethylamine solution (0.80 ml) and acetic acid (2.1 ml), followed by an addition of triacetoxy-sodium borohydride (13.1 μg) at room temperature over 1 hour with stirring. The mixture is stirred at room temperature for additional 30 minutes, and to the reaction mixture is then added a saturated aqueous sodium bicarbonate solution, and the mixture is extracted with ethyl acetate. The organic layer is washed successively with a saturated aqueous sodium bicarbonate solution and a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane ethyl acetate=4:1) to give (3,5-bis-trifluoromethyl-benzyl)-ethyl-amine (1.52 g). MS (m/z): 272 [M+H]+

後処理

  1. stirringThe mixture is stirred at room temperature for additional 30 minutes
  2. extractionthe mixture is extracted with ethyl acetate
  3. washThe organic layer is washed successively with a saturated aqueous sodium bicarbonate solution
  4. dry with materiala saturated brine, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue is purified by silica gel column chromatography (hexane ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-abc0fbc415f5447cac19313227430e11
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07906517B2

反応ノート

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